Concise Access to a-Arylketothioamides by Redox Reaction between Acetophenones, Elemental Sulfur and DMF

摘要

A copper oxide and iodine-mediated redox reaction has been developed for the synthesis of a-arylketothioamides from acetophenones, elemental sulfur, and N,N-dimethylformamide (DMF). The reaction is scalable and tolerates a wide range of functional groups, providing an efficient means of accessing aarylketothioamides. Besides, it proceeded in an excellent stepand redox-efficient manner, in which DMF and elemental sulfur both play a dual role; elemental sulfur as a nucleophilic building block and a redox moderating agent to meet the electronic requirements of the whole process, and DMF as the solvent and the surrogate of dimethylamine.